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O0641

Sigma-Aldrich

Oroxylin A

≥98% (HPLC)

Synonym(s):

5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one, 5,7-Dihydroxy-6-methoxyflavone;, 6-Methoxybaicalein;

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About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
480-11-5
Molecular Weight:
284.26
MDL number:
MFCD02259441
UNSPSC Code:
12352200
PubChem Substance ID:
329818889

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

COc1c(O)cc2OC(=CC(=O)c2c1O)c3ccccc3

InChI

1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3

InChI key

LKOJGSWUMISDOF-UHFFFAOYSA-N

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Biochem/physiol Actions

Oroxylin A is a flavonoid isolated from Scutellaria baicalensis, which is one of the most important medicinal herbs in traditional Korean/Chinese/Japanese medicine. It shows amelioration of Abeta(25-35) peptide-induced memory impairment.
Oroxylin A is a flavonoid isolated from Scutellaria baicalensis, which is one of the most important medicinal herbs in traditional Korean/Chinese/Japanese medicine. The amelioration of Abeta(25-35) peptide-induced memory impairment by oroxylin A is believed to be mediated via the GABAergic neurotransmitter system after a single administration, or by reductions in Abeta(25-35) peptide-induced astrocyte and microglia activations, iNOS expression, lipid peroxidation, and increased cholinergic neurotransmission after subchronic administration.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
051M4605V
060M4608

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Chenrui Li et al.
The AAPS journal, 14(1), 23-34 (2011-12-15)
Radix Scutellariae is a commonly used herbal medicine. Baicalein, wogonin, and oroxylin A are three major bioactive flavones in Radix Scutellariae and share similar chemical structures. The intestinal absorption and disposition of baicalein have been systematically investigated by our group
Hui-Ying Yang et al.
Molecular carcinogenesis, 51(2), 185-195 (2011-05-11)
In this study, oroxylin A showed strong reversal potency in BEL7402/5-FU cells and the reversal fold (RF) reached 4.69. Simultaneously, rhodamine-123 accumulation assay and flow cytometry analysis demonstrated oroxylin A could increase drug accumulation. When combined with oroxylin A, 5-FU
Runzhi Zhu et al.
PloS one, 8(8), e71612-e71612 (2013-08-21)
Based on the previous research that oroxylin A can suppress inflammation, we investigated the hepatoprotective role of oroxylin A against CCl₄-induced liver damage in mice and then studied the possible alteration of the activities of cytokine signaling participating in liver
Hong Wang et al.
PloS one, 8(7), e69555-e69555 (2013-08-08)
Oroxylin A, a natural flavonoid, is one of the main bioactive compounds that underlie the anti-inflammatory effect of the medicinal herb Scutellaria baicalensis Georgi widely used in southeastern Asia; however, the molecular mechanisms for the therapeutic benefits remain largely unclear.
Jing Dong et al.
PLoS computational biology, 9(1), e1002869-e1002869 (2013-01-26)
Alpha-hemolysin (α-HL) is a self-assembling, channel-forming toxin produced by most Staphylococcus aureus strains as a 33.2-kDa soluble monomer. Upon binding to a susceptible cell membrane, the monomer self-assembles to form a 232.4-kDa heptamer that ultimately causes host cell lysis and
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